Want to trade the hustle and bustle of the Windy City for that of the Big Apple? Southwest Airlines® has flights from Chicago Midway International Airport to LaGuardia Airport that will make visiting the city that never sleeps even more affordable. Find your flight to New York (LaGuardia) with Southwest® and book with confidence. If your upcoming excursion has flexible dates, search for flights with our Low Fare Calendar and discover the lowest fares we’ve got. Don't forget to explore Southwest Vacations® to find package deals on flights, hotels, rental cars, and more.
Check out Chicago (Midway) to New York (LaGuardia) flights and book your flight now!
Best Airline in the U.S. and North America & Best Economy Class and Low Cost Airline in North America.
Chicago (Midway), IL to New York (LaGuardia), NY
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available.
During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our COVID-19 Travel Information page for information about potential restrictions on air travel.
Departing from: Chicago Midway International Airport (MDW)
Arriving at: LaGuardia Airport (LGA)
Other popular flights from Chicago (Midway)
View our interactive mapThe city that never sleeps is full of amazing sights and sounds. Maybe you can squeeze a Broadway show into your itinerary, or spend time at the Metropolitan Museum of Art—the largest art museum in the United States. Consider exploring Ellis Island to learn about a very different type of travel experience! Climb the Statue of Liberty and admire the view. See the magnificent architecture of Gotham's skyscrapers for yourself, from the Empire State Building to the Flatiron or the Chrysler Building. These iconic sights can be accompanied by world-class restaurants and eateries or a simple slice of New York-style pizza—it's up to you!
New York City is one of the United States' great centers for culture and art. Whether you're interested in musicals, opera, ballet, or rock concerts, the Big Apple has it all. Award-winning shows are a constant feature of the New York arts scene. Get tickets for Shakespeare plays, the ballet, the hottest musicals, and more. From classical to modern, dramas to comedies, New York City has something for everyone.
Chicago to New York City flights allow you to experience more of the world—or at least more of the East Coast. Take full advantage of your time in New York by getting great deals on hotel rates and car rentals through Southwest. We can even help you plan your entire New York City vacation. Let us help you get the best deals on your New York City travel arrangements. Even if your final destination isn’t the Big Apple, this historic burg can be your gateway to the world. Let us help you get there.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
Long Beach Airport will bring you within three miles of downtown Long Beach, CA. What're you waiting for?
At Southwest, we know it takes more than great deals on New York (LaGuardia) airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Chicago (Midway) to New York (LaGuardia) the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago Midway International Airport to LaGuardia Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to New York (LaGuardia), know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Looking for tours, activities, and more hidden gems to add to your New York (LaGuardia) adventure? Explore getaways with Southwest®. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
To find the cheapest day and time to fly Chicago (Midway) to New York (LaGuardia) with Southwest, check out our Low Fare Calendar.
You can rent a car at LaGuardia Airport—book yours with your flight.
Yes! Flights from Chicago (Midway) to New York (LaGuardia)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight here.
Check out the Southwest Airlines® FAQs for answers about everything Southwest.
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